Articles by Grizzly Peak Software

Last Tuesday at around 10 PM, I was debugging a database migration while the sky outside my office window turned green.

I almost didn't write this article.

I pivoted at forty-nine.

There's a narrative floating around tech Twitter that older engineers are going to get replaced by AI. That the twenty-three-year-old who grew up with...

I split a cord of firewood last Tuesday morning before my first standup call.

Nobody tells you this, but most resumes in 2026 are read by machines before they're read by humans.

Three years ago, I was sitting in a rental in Boise, staring at a terminal, and feeling absolutely nothing.

I turned 40 in 2014. Obama was in office, Docker was barely a year old, and I was deep into a career trajectory that I thought was going exactly where it...

Here's a truth that most side hustle advice ignores: when you're over fifty, you don't have the same tolerance for busywork that you did at twenty-five.

I used to work seventy-hour weeks and convince myself it was ambition.

My phone buzzed at 11:47 PM on a Tuesday. A Slack message from a client in London. "Quick question about the API integration — can you take a look?"

I spent most of my career being the guy who knew things.

Three years ago I couldn't walk up the hill behind my cabin without stopping to catch my breath. I was 49, I'd been sitting at a desk for the better part...

Last year I applied for a contract role at a company that shall remain nameless. The recruiter was enthusiastic on the phone. My experience matched...

I spent eighteen years building systems for companies with names you'd recognize. Fortune 500 companies with six-figure infrastructure budgets, compliance...

The first time my internet went out during a production incident, I was standing on my porch at 2 AM in negative thirty degrees, brushing snow off a...

I turned 52 this year. I've been writing software since Reagan was president. I've survived more technology transitions than I can count — mainframes to...

There's a weird thing happening in tech right now that nobody's talking about. While the industry obsesses over new grads and junior devs learning to...

I built a job board because I kept getting the same email.

Last Tuesday I closed my laptop at 2:30 PM, laced up my boots, and walked three miles through birch forest with nothing but a thermos of coffee and a dog...